Ray LaMontagne After 20 Years of Trouble

In the fall of 2004, it seemed like everybody was getting into Trouble. Even with that major label debut album, Ray LaMontagne managed to keep a low personal profile while maintaining the rigorous pace of a promising new artist. Meanwhile, the title track of Trouble got covered by that season’s winner of American Idol and ended up in an inescapable but kinda cute insurance commercial. Other cuts on the album ended up in films such as The Devil Wears Prada, Prime, and She’s the Man. In addition, Zac Brown Band recorded “Jolene” and Kelly Clarkson often performed “Shelter” in her shows (and recently revived it for Kellyoke.)

Now, LaMontagne is bringing Trouble back around for a 20th anniversary remaster and re-release (which dropped this summer) and North American and European tour dates set for 2026. He’ll be singing every song on the record to commemorate the collection two decades after its release.

“It’ll be interesting to see how my spirit reacts to learning these songs again, to going back and listening to them again in that way, to bring it to people again,” LaMontagne tells BGS. “I’m looking forward to it. And I feel like it’s important to do to mark this moment, because these are the songs that brought people to my music in the first place.

“Listening to it again now after all these years, I’m very proud of my younger self, for having the strength of will amidst all the pressures of the music business at the time, and about my writing and the way I wrote, to make the record that I did, and to leave the songs the way I wrote them and not take any advice.”

What was your day-to-day life like before Trouble was released?

Ray LaMontagne: Well, we lived off the grid. I was already married for six or seven years at that point. My two boys were five and three and we lived on a piece of land I bought in Maine. I had built a small cabin on it and we had a hand-dug well that we used for water. We had an outhouse. It was back-to-the-land living and that was just because I couldn’t stand renting. I wanted to have my own piece of ground. But it was really hand to mouth, and we were broke. And that’s putting it mildly. I mean, we were broke, broke, broke. I was working carpentry, sometimes seven days a week, because I would take anything I could get on the weekends just to get a little extra money, because I constantly was trying to improve the cabin. And I never had a car that ran.

You’d made some independent records before Trouble and I’ve read a couple of accounts of how you got your music in front of Chrysalis Music. How did that actually happen?

Someone heard me at a festival and they gave a disc to a college friend who was in the music business. Then he brought it to his boss. I went out and met with Hollywood Records first. I felt that I was in a room with a bunch of cynical people who made me feel kind of gross. I went back home and that guy called and said, “I think they’re gonna offer you a record deal.” And I said, “I don’t want to do it.” He said, “Are you crazy? What do you mean, you don’t want to do it? They’re gonna give you a record deal!” And I was like, “I didn’t like them. They made me feel gross.” So I went back to being a carpenter again, as I was, and went back to my life.

Then it was close to a year later when that guy called me again and said he had gone to a different company. Now he was with a publisher and that was Chrysalis. He said, “I played your stuff for my boss and he really likes your songs and is interested in you as a songwriter. Would you come out and meet my boss?” I talked to my wife about it and then I said, “Okay, I’ll come out.” I went out and I met his boss and played a couple songs in the office. We talked about songwriting and he said, “We want to help you as a songwriter.”

So, they were looking at you as a songwriter rather than as an artist.

And that’s how I got into the studio to make this record, because I was supposed to go in and make demos. What happened was, Ethan [Johns, who produced Trouble] and I met each other for the first time. We’re very different people and we couldn’t quite read each other. Especially at that time, I was very much a closed book, very much an observer. And he’s a type A personality, big ego, big presence, loves to talk – mostly about himself. And I don’t say that critically, I say it with humor! Anyone who knows Ethan will agree with me!

So anyway, it was this strange thing, but I began to realize as we were starting to record demos or talk about songs, that they didn’t really feel like these songs were finished. They thought they were promising. But I was getting a lot of input coming at me very quickly about, “This song doesn’t have a bridge. This song is just two verses. Is that even a song? This song just has four verses and then it ends. Is that a song?” And it was like that right down the line.

The first demo we recorded was “Hold You in My Arms.” We got to a point in the song where Ethan stopped me and said, “This song is just not finished. It needs a bridge.” He started throwing lyrics at me for this bridge and my shield started to go up. I thought, “These lyrics, first of all, aren’t right…” I was resisting and resisting, and he was getting more frustrated with me. He said, “I’m gonna go make a cup of tea. You write a bridge.” So, he went to make a cup of tea and I wrote an instrumental bridge by the time he got back. I said, “It’s just gonna go into an instrumental bridge and then back into the chorus again.” And he said, “OK. I’ve always been told you gotta do this in the moment. So how many points do you think that’s worth?”

I knew nothing about the way these things happen, but in that moment I knew what was going on and I knew why I was there. From that moment on, I was a brick wall. Nothing was changing. I was changing nothing. I’m recording the songs exactly as I had written them and then I’m going home. If you like them and you want to shop them around, great. If you don’t like them, I’m still going home. It doesn’t matter to me, but I’m not playing this game. So that’s what we did. We recorded this record, which is basically the demos the way I wrote them.

How did the recordings go from demos into becoming the Trouble album?

Six months easily passed and the publisher called me and said, “You know, the songs are just… no one wants to sing the songs. No other artists are gravitating towards the songs, but weirdly, record labels are coming forward because they like your voice and they like what they’re hearing, but they like it delivered by you. It works when you sing it, but it’s not working for any other artist.” And that led to the next step of going back and meeting record labels and talking to people about me as a performer, which was not even on my radar.

So it was a whole other challenge. It was like me against my biggest fear. I was much more interested in being a songwriter at that time. So, that’s how it happened. Slowly, and one step at a time, and one thing led to another, and led to another. But again, that’s why, when I hear these songs at this point in my life, listening to it again for the first time, it really hits me, just where that 28- or 29-year-old guy had that strength of will to know at a gut level that what I was doing had value. Just me being me had some value and I wanted to protect that. And it just makes me very proud of him.

It’s interesting to hear that no other artists wanted to record your songs, because when this record came out, a lot of people were singing these songs. What’s the personal reward for you as a songwriter when someone does take one of these songs from the album and makes it their own?

I really like that. It always makes me happy. I think any songwriter would be happy if even one song gets covered by someone else. You feel lucky if one song you wrote even makes it into people’s lives in some meaningful way. If you’re a songwriter and that happens to you once, you’re grateful. I mean, it’s just the truth of it. It’s like any other art form. It’s not easy, and it either will work or it won’t work, because music is a complex language. … It’s probably the same with painters, with dancers, with writers. You just don’t know if it’s going to connect to people, or if people are going to understand what you’re saying, or if it’s going to speak to them in a real way, speak to their spirit in some way. So I’m very grateful. I’m so glad that there are people in the world, all over the world, who understand my language.

Something that struck me about this record, then and now, is that dynamic in your voice. At what point did you become aware of that range, that you could go loud when it when you needed to?

I don’t really know. I feel like I learned to sing just by doing it. There’s some truth to this, that I really didn’t know how to sing even when I went in to make the record. But I was learning by doing it. I had gotten to a certain point where I knew when I was singing incorrectly because I would be uncomfortable or something would hurt in my throat. And I knew that that wasn’t the right way to do it. At some point, I realized you had to really breathe and sing from your gut.

In 2004, before streaming and social media, how did you find an audience?

It was just live shows. I mean, I toured a lot. A lot. And in the beginning, even being signed, I was still just like anyone. I was in a rental car, just me and my guitar, a box of harmonicas, and getting myself from one gate to the next. Those early shows, again, it’s no different than anyone. It’s two or three people and the next year you go back and there’s 20 people and the next year you go back, there’s a hundred people. When people connect to what you’re doing, they will tell their friends about it, and they’ll bring them the next time you come around. But there’s nothing anyone can do outside of yourself to make that happen. It either works – people connect to what you’re doing, to your performance, to the music, and then they’ll tell their friends – or it doesn’t work. But being signed to a record label doesn’t mean anything. It just means they’re investing and they’re gambling. And if you build a career for yourself, then they win that bet, and if you don’t, then they move on.

I’ve read that you saw Townes Van Zandt play a show in the mid ‘90s and I wondered how much of an influence did he have on your writing and your musical direction for Trouble?

I don’t think he had a real heavy influence. I wouldn’t say that, especially at that time. It was too early. I just remember being really moved by watching him play, for a few different reasons. It’s kind of tragic in some ways. He was right at the end, but I could hear the poetry in the songs. That’s what moved me the most, to hear a song and be so close to somebody, eight feet away from him, and hear “Pancho and Lefty.” That story was completely immersive and took me somewhere else. That was really the most powerful thing I took from that particular night. He transported me. That’s powerful. Music can be really powerful if you’re receptive.

To me, your song “Narrow Escape” feels like a spiritual brother to “Pancho and Lefty.”

Yeah, I’m sure it is. I mean, it’s my take on a story song of this kind. They’re very different stories, but I’m sure that’s my “Pancho and Lefty.”

There’s a reference to “Liula” in that song and I noticed that fictional town shows up again, now, as the name of your own record company. So, are you fully independent these days?

I am, yeah. I still have all my same team around me, but I’m making records on my own and releasing them on my own. That’s a natural progression, too, in the way the music business has changed. It was a very different business when I entered it and at this point, especially for me, there’s no reason to be with a publisher or a record label at all. I left my publisher a long time ago, 10 years ago probably, and the record label followed.

I did want to ask about the illustration on the cover of Trouble. It’s not a picture of you. It’s this beautiful image from Jason Holley. What was it about that image that worked for you?

I just thought it was poetic. I saw the poetry in it. You can take lots of different things from that image, but it’s also just a powerful image. And of course, I have always been reticent to have my photograph taken, or to use my photos anywhere. Which, you know, we all have these things. If you’re comfortable doing it, that’s great. If you’re not comfortable, you should feel you have the right to say no.

Other than seeing you in concert, I don’t know that I really saw your face that much back then, when Trouble was out.

I remember telling my manager, “I want to be like the Lone Ranger. I don’t need to be seen and to be known. Just leave them with the music. And that’s it.” You can imagine how that went over. It was really, really difficult, and there were a lot of frustrated people, I’m sure, at the record label and with management. It frustrated a lot of people because they felt like I missed a lot of opportunities that I could have otherwise had. I knew that at the time as well.

But I’ve always felt like I know who I am. I could say no to a magazine cover back then because I know that that’s going to be a day out of my life where I’m going to be miserable, and it’s going to make me uncomfortable. … I’ve never felt like anyone in the press or who had a camera really cares about you as a person. They’re not sensitive to you, and your well-being doesn’t matter to them. They’re just doing their job. And whatever they capture there, they choose what they want. If you have your head in your hands, if you’re doing this, if you’re looking miserable. That’s power and they’re going to use it.

So, I turned down all of that stuff. You lose that opportunity, but I felt, well, I’ll lose that opportunity, true, but you know what? I’ve got a show tomorrow night, and I’m going to sing my ass off, and people are going to feel it. And if they feel it, they’ll come back next time. That’s what’s important, to build a career that is sustainable. And to do that, you need people to fill the seats. If they don’t come out to see you live, you have no career. That’s all there is to it. So that’s the most important thing. And that was then, and it still is.


Photo Credit: Brian Stowell

With Each and Every Album, Extraordinary Mandolinist Sierra Hull Finds Herself

The traditional path of a musician’s career would say that gaining a record label’s approval reflects a certain level of accomplishment and stature. That’s a good thing, right? It can be, but what makes for the right fit to a musician’s career – whether with a label or as an independent artist – largely depends on how a person wants to navigate the ebbs and flows that come with making music for a living.

Enter Sierra Hull.

Just over five years removed from her fourth full-length album, 25 Trips, the aforementioned fork in the road is exactly the juncture at which Hull recently found herself. Now bearing her fifth full-length album, A Tip Toe High Wire, the Nashville-based mandolinist and songwriter decided that the extra work of an independent release didn’t scare her.

In fact, Hull is someone who keeps busy – “I’m not good with time off,” she says – and A Tip Toe High Wire may turn out to be her most true-to-form album to date. From her collaborators – Béla Fleck, Tim O’Brien, Aoife O’Donovan, Lindsay Lou, Ronnie Bowman, Justin Moses, Ethan Jodziewicz, Geoff Saunders and more – to her co-writers, to production, arrangements, and underlying theme, every aspect of the record evokes Hull’s concentrated instincts as a musician, composer, and experienced public artist.

These songs let the rest of us know just a little more about the “who,” “how,” and “why” behind the music and how it fits into Hull’s life and of the lives of those she holds dear. It’s a multifaceted expression of individualism and independence while also being nowhere near a display of isolated work – truly a balancing act of coexisting contrasts.

BGS spoke with Sierra Hull by phone ahead of a packed tour, about the significance of going independent, embracing new ways of songwriting, how her perspective of making music has changed, and more.

How would you describe where you were creatively, between the release of 25 Trips and leading into this new independent recording?

Sierra Hull: Part of it is that I didn’t really have the opportunity to go out and tour 25 Trips. When things were starting to open up [after the pandemic shutdown], I put together this band that I’m touring with and was able to think about what I wanted the music to feel like on the heels of [COVID]. I tried to think about songs that would would feel fun to stand on a stage and perform, you know? And I think some of the context of moving into [A Tip Toe High Wire] was thinking about that.

[25 Trips] was also my last record as part of my Rounder Records contract. A Tip Toe High Wire just felt like this new chapter. And having fresh songs that I had started to write, having been inspired by the time off the road to write music, I kind of leaned into that. I was loving playing with this band and I felt like I had the freedom to not necessarily have outside chatter in my ear about what the next thing needed to be. It felt like an opportunity to just make music that I felt excited by and capture it. At first I wasn’t sure if it was going to become a record, or a single, or what it might be. But the further we got into it, I would just continue to book sessions that we could get in the studio and record in between all the touring.

I feel like [being independent] gives me more of an opportunity to have a direct offering and connection to my fans in a way that maybe I couldn’t have in another scenario, and it feels really important for me to have that in this moment.

How has your perspective of the music and album making process changed? What kind of goals did you set for yourself in this new career chapter?

I don’t know if my goals felt different, because the goal for me has never been to try to chase a particular thing or to please a certain kind of entity. But at the same time, when you’re independent, you get to call all the shots, you know? You decide when you’re recording, how you’re recording, when the music gets released, how it gets released, all that kind of stuff. It’s kind of like a difference of me deciding what’s on the puzzle pieces and then figuring out how to put the puzzle together, rather than just somebody handing you a puzzle and the picture is there already.

I often say, “If I was only making music for me, I could do that anytime I want.” I can sit at home in a room by myself and enjoy music that way. But I think that we as artists and performers, we create and we make stuff because we want to be able to share with people. We want to be able to share a common emotional experience with people. It’s the struggle between trusting yourself, and being vulnerable enough to receive the good things and knowledge that other people around me have to offer.

In deciding, “I’m going to do what I want to do,” it almost prompts the question, “Wouldn’t she have that figured out already?” It’s a nice reminder that there’s no timeline to connecting with self-discovery.

It’s funny, because I feel like it’s one of those things with every album I’ve made. [People say,] “She’s finally coming into her own” – it’s like that every chapter! But the truth is, that’s the human story at any level. You can be coming into your own your entire life. you know? It looks different at 16, and it looks different at 20, it looks different at 25, and it looks different now in my 30s.

There is a certain amount of weird calm that I feel about more things in my life and I think part of that is when you work hard throughout your 20s and there’s such a grind taking place. For me, I love the grind. I live for the work part of all this. Like I said, I’m not really good at just sitting around doing nothing so I’d rather be working than not. But at the same time, I need to not clench my hands too tightly around the thing that is my art and my career. So much of this is out of my control. People will like it or they they won’t and it’s about trying to find some peace and asking myself, “Do I feel like I’ve done my best?” And how much that really matters, instead of being as validated by the praise one receives. We all long for that – I’d be lying if I said I didn’t, too. But I think there’s just a little bit less worry about that. It kind of feels like age gives you that.

What about your songwriting approach did you change for A Tip Toe High Wire?

I think songwriting is always such a journey. This was the first record that has been primarily made up of my touring band. Some of the songs were written and then performed live before we even recorded them in the studio – not all of them – but a good chunk of them have been road-tested, which is an interesting way of [developing a song]. “Lord, That’s a Long Way,” I wrote that tune because I literally was imagining in my mind the way it would feel to play this live with this band. It’s a different kind of approach when you’re thinking that way. I imagine one instrument kicking it off and then another one joining in on that same riff and kind of building the opening. In this way, sometimes you can almost hear it and feel it in a live experience before you’re even finished writing a song.

“Muddy Water” is a beautiful song with an equally beautiful sentiment about staying true to oneself. How does this mentality applies to your experience as an artist?

I think part of it is about trying to not become jaded by [the life of a musician]. If you’re doing something over and over and it kind of becomes your world, it’s easy to get burned out. I’m always trying to make sure that I don’t get burned out and am finding ways to be inspired. So much of that is about keeping a positive mindset and trying to keep an open mindset to the inspiration around us. The other thing that I’ll say is, I’ve gotten to do so much collaborating over the last few years. That’s been a big part of my musical world and I feel like it’s been really broad-reaching too, in ways that I’m inspired.

Stepping out on tour with Cory Wong – that’s a fun time. It’s way different than what I do, but it’s a fun time. Going to make music with Béla Fleck – that’s about really getting in the weeds and rehearsing and working hard on incredibly complex instrumental music. Getting to go join Sturgill Simpson on something, it’s about not over-rehearsing the songs and making sure there’s something about the freshness of maybe one or two takes in the recording studio. That’s why I love collaboration. Being part of something that’s not yours, but you’re kind of part of it so you’re getting to learn and grow and experience and have that excitement rub off on you.

Several of the songs on A Tip Toe High Wire – “Red Bird,” “Haven Hill,” “Spitfire,” “Lord, That’s a Long Way” – nod to the matriarchs of your family. How would you describe where and how music fit into their lives and shaped each of their relationships with you and how you remember them?

Music was part of everyday life. My whole family is very much rooted in the backwoods of Appalachia, the boonies of Tennessee, as far back as I know. Not a lot of money, no college degrees, but such smart, strong characters and people with a wealth of knowledge and grit and toughness and all that. I think music was a way that they were able to cope and have it be part of their way to pass the time. More a way of life than trying to dream of being a performer.

I remember my Granny singing when I was a kid, hearing her sing in church, and I know [my husband Justin Moses’s] family background was much the same. So certainly a different kind of musical experience. But music has always been a big part of both my family story and Justin’s family story. And I was lucky enough to get to know all of his grandparents – he’s since lost three of them – but I was lucky to get to know them and my grandparents too. Not everybody gets that. So I feel super lucky. And yeah, I think inevitably those stories kind of wind up weaving their way into my songwriting.

How do you balance so many different but interconnected objectives – especially finding space to let out parts of yourself through your music?

I’ve been able to say yes to a lot of things, because [I’ve chosen] to say no to some other things and that feels rewarding because normally I’d be stressing out. So trying to think ahead and find the balance as a human, asking, “How can I be focused in the moment, not stack too many things on top of each other, and instead carve out the balance where I do have time to write, I do have time to record, and I do have time to tour?” Because I love all those things. In a perfect world, you make them exist in a cohesive way and that can inform what the art becomes on the other side of it, because I’ve given myself space to enjoy all these things in their own way, instead of just the constant chaos of trying to do five things at once.


Photo Credit: Bethany Brook Showalter & Spencer Showalter